1. Round | 20/07/2018 | Crvena Zvezda | - | Dinamo Vranje | 3:0 | ||||
3. Round | 05/08/2018 | Radnički Niš | - | Dinamo Vranje | 2:0 | ||||
5. Round | 18/08/2018 | FK Voždovac | - | Dinamo Vranje | 2:0 | ||||
7. Round | 02/09/2018 | Spartak Subotica | - | Dinamo Vranje | 2:0 | ||||
8. Round | 15/09/2018 | Dinamo Vranje | - | FK Rad Beograd | 0:1 | ||||
10. Round | 30/09/2018 | Dinamo Vranje | - | FK Mačva Šabac | 1:0 | ||||
11. Round | 06/10/2018 | FK Čukarički | - | Dinamo Vranje | 6:1 | ||||
21. Round | 17/12/2018 | FK Zemun | - | Dinamo Vranje | 1:2 |